Dual gold photoredox C(sp2)-C(sp2) cross couplings - development and mechanistic studies

被引:73
|
作者
Gauchot, Vincent [1 ]
Lee, Ai-Lan [1 ]
机构
[1] Heriot Watt Univ, Inst Chem Sci, Sch Engn & Phys Sci, Edinburgh EH14 4AS, Midlothian, Scotland
关键词
VISIBLE-LIGHT PHOTOREDOX; OXIDATIVE ADDITION; HIGHLY EFFICIENT; CATALYSIS; SALTS; OXYARYLATION; REACTIVITY; COMPLEXES; DIAZONIUM;
D O I
10.1039/c6cc05078f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A dual visible light photoredox and gold-catalysed C(sp(2))-C(sp(2)) cross coupling is described. The success of this mild, oxidant-and base-free cross coupling is highly dependent on the amount of water added. Mechanistic studies show two distinct pathways depending on the gold catalyst employed: transmetallation of the arylboronic acid with gold(I) occurs prior to oxidation of gold(I) to gold(III) using cationic gold(I) catalysts, whereas oxidation of gold(I) to gold(III) precedes transmetallation using neutral gold(I) catalysts.
引用
收藏
页码:10163 / 10166
页数:4
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